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- W2003267206 abstract "Organische Thiocyanate reagieren mit Malonylchlorid unter Bildung der Titelverbindungen 1a–f. Die Umsetzung von 1a mit Stickstoffnucleophilen bzw. Alkoholen führt unter Substitution der Alkyl(Aryl)thio-Gruppe in Position 2 zu den Verbindungen 2a–c, 3a, b, 4a, b, und 6a–c. Während mit 2-Aminophenol die Spiroverbindung 5 entsteht, reagieren 4-Nitrophenol bzw. Thiophenole unter Substitution des Chloratoms in Position 7 zu 7a bzw. 8a–c. Mit Ethanol und Aceton werden die Ringöffnungsprodukte 9a, 10 und 11 erhalten. Von 9a wird eine Röntgenstrukturanalyse durchgeführt. Synthesis of New 2-Alkyl(Aryl)thio-7-chloro-4H,5H-pyrano[3,4-e][1,3]oxazine-4,5-diones and their Reaction with Nucleophiles Organic thiocyanates react with malonyl dichloride to yield the title compounds 1a–f. When treated with nitrogen-containing nucleophiles and alcohols, the 2-alkyl(aryl)thio substituent of 1a is displaced leading to compounds 2a–c, 3a, b, 4a, b, and 6a–c. With 2-aminophenol, the spiro compound 5 results while treatment with 4-nitrophenol or thiophenols leads to displacement of the 7-chloro substituent with formation of 7a and 8a–c, respectively. Ethanol and acetone afford the compounds 9a, 10, and 11 formed by ring opening. The formula of 9a is proven by an X-ray structure analysis." @default.
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- W2003267206 date "1983-11-01" @default.
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- W2003267206 title "Darstellung neuer 2-Alkyl(Aryl)thio-7-chlor-4H,5H-pyrano-[3,4-e][1,3]oxazin-4,5-dione und ihre Umsetzung mit Nucleophilen" @default.
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- W2003267206 doi "https://doi.org/10.1002/cber.19831161120" @default.
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